lithium hydroxide hydrate in tetrahydrofuran; methanol; water T=20°C;

1: With lithium borohydride in tetrahydrofuran T=20°C; Cooling with ice; 2: With water; citric acid in tetrahydrofuran Cooling with ice;

<b>With</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '2058967', constants.ctx, '0')">diphenyl phosphoryl azide</a>;&nbsp;<a href="#" onclick="return RXDsubstances(event, this, '605283', constants.ctx, '0')">triethylamine</a>&nbsp;<b>in</b>&nbsp; <a href="#" onclick="return RXDsubstances(event, this, '102551', constants.ctx, '0')">1,4-dioxane</a> <br />5&nbsp;h;&nbsp;&nbsp;Reflux;&nbsp;<br /> <br /> &nbsp;

<b>Multi-step reaction with 5 steps<br /> </b>1: hydrogen / palladium 10 on activated carbon / ethanol / 3.5 h / 20 &deg;C / 2585.81 Torr<br />2: pyridinium chlorochromate / dichloromethane / 4 h / 20 &deg;C<br />3: diethylamino-sulfur trifluoride / dichloromethane / 20 &deg;C<br />4: potassium hydroxide; water / ethanol / 20 &deg;C / Cooling with ice<br />5: triethylamine; diphenyl phosphoryl azide / 1,4-dioxane / 5 h / Reflux<br /> <br /> &nbsp;

<b>Multi-step reaction with 4 steps<br /> </b>1: pyridinium chlorochromate / dichloromethane / 4 h / 20 &deg;C<br />2: diethylamino-sulfur trifluoride / dichloromethane / 20 &deg;C<br />3: potassium hydroxide; water / ethanol / 20 &deg;C<br />4: triethylamine; diphenyl phosphoryl azide / 1,4-dioxane / 5 h / Reflux<br /> <br /> &nbsp;